We have a Win 2008 Standard Server﻿ that hangs on the "shutting down message" ﻿when restarting due to updates. This seems to happen every time and we have no choice but to power off the machine. ﻿There are no messages in the event logs to give us a clue as to the issue. I assume its a service that never shuts down properly. We do not have much on the server aside from Spiceworks. None are the drives are beyond half full. The server is also virtualized via Hyper-V. Could Spiceworks be causing the hang up?

I would go in an manually only select a few updates at a time; heck even one at a time. Continually reboot and see if the problem still exists or goes away. I have had similar happen where a update gets "hung" and causes shutdown problems.

After you pull the plug, so to speak, are the updates loaded? If you run Windows update again, is there more? Once you get it to the point where there are no more updates to load will it still not restart cleanly?

I would go in an manually only select a few updates at a time; heck even one at a time. Continually reboot and see if the problem still exists or goes away. I have had similar happen where a update gets "hung" and causes shutdown problems.

Spiceworks is running on the server, and is pretty much the only thing running on that server. The server is set to autoupdate and restart on its own. We have noticed it the next morning when Spiceworks is not up anymore and we have to power off the server to restart it. As far as I know all the updates installed sucessfully but I will try taking a closer look and testing one at a time.